Find 4 Star Hotels in Canaan, NY from AED 386

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Canaan 4 Star Hotels

Our top choices for Canaan 4-star hotels

Balcony

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is AED 345
AED 386 total
includes taxes & fees
8 Feb - 9 Feb
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is AED 476
AED 558 total
includes taxes & fees
29 Jan - 30 Jan
Lakehouse Inn
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is AED 1,137
AED 1,375 total
includes taxes & fees
15 Feb - 16 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AED 1,543
AED 1,723 total
includes taxes & fees
25 Jan - 26 Jan
33 Main
Exterior

General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (115 reviews)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
United States
Joanna T.
General Williams Estate House Lenox/Stockbridge
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is AED 844
AED 943 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Terrace Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is AED 877
AED 1,029 total
includes taxes & fees
26 Jan - 27 Jan
The Inn at Stockbridge
Breakfast, lunch, dinner served; American cuisine

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AED 1,120
AED 1,352 total
includes taxes & fees
25 Jan - 26 Jan
The Old Inn On The Green
Front of property - evening/night

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57 reviews)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

See all hotels in Canaan
Yum
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Top Canaan Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Canaan?
To book a 4-star hotel in Canaan that fits your budget, use Expedia's filters. Take a look at what's available during your vacation dates and use our pricing filter to set your limit. You can also sort your results by the most economical stay first.

  • Search for the lowest price from AED 386

What's the difference between 5-star and 4-star hotels in Canaan?
Treat yourself to luxury living during your Canaan getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities, including large beds, bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more lavish and unforgettable one. Round-the-clock concierge assistance, elegant décor and world-class dining are only the start of the superior conveniences and services you'll likely have access to.
Does Canaan have any 4-star all-inclusive resorts?
Finding your dream resort in Canaan is as simple as entering in your destination and dates, and selecting our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodations, food and activities, or go for a standard 4-star resort in or around this popular destination.

Explore a world of travel with Expedia